HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → (S)-6-[1-(2-benzyloxyethyl)piperidin-3-yloxy]-2H-isoquinolin-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Benzene, ((2-bromoethoxy)methyl)- | HCID 73833 | — |
| Reactant | (S)-6-(piperidin-3-yloxy)-2H-isoquinolin-1-one | HCID 16124479 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | (S)-6-[1-(2-benzyloxyethyl)piperidin-3-yloxy]-2H-isoquinolin-1-one | HCID 68874466 | — |
Reaction Steps
2-Benzyloxyethyl bromide (1 mol) was added to a suspension of (S)-6-(piperidin-3-yloxy)-2H-isoquinolin-1-one (30 mg, 0.12 mmol) and potassium carbonate (70mg, 4.2 mol) in N, N-dimethylformamide (500 μl) and shaken for 17 hours. The reaction was quenched with hydrochloric acid (2M) and methanol and passed down an SCX cartridge. The products were purified by preparative HPLC under basic conditions. The clean products were isolated by evaporation under reduced pressure to afford (S)-6-[1-(2-benzyloxyethyl)piperidin-3-yloxy]-2H-isoquinolin-1-one: El-MS: m/z=379.4[M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618985B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-51ed400adef14acc9433f2a4f002242d |
| Source note | uspto-grants-2009_11 |